EP0250794A1 - Process and apparatus for desulfurizing organic polysulfides - Google Patents
Process and apparatus for desulfurizing organic polysulfides Download PDFInfo
- Publication number
- EP0250794A1 EP0250794A1 EP87106810A EP87106810A EP0250794A1 EP 0250794 A1 EP0250794 A1 EP 0250794A1 EP 87106810 A EP87106810 A EP 87106810A EP 87106810 A EP87106810 A EP 87106810A EP 0250794 A1 EP0250794 A1 EP 0250794A1
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- EP
- European Patent Office
- Prior art keywords
- polysulfide
- sulfur
- aqueous
- organic
- stripping solution
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- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/26—Separation; Purification; Stabilisation; Use of additives
- C07C319/28—Separation; Purification
Definitions
- a solvent may be pumped down the annulus between the well casing and the production tubing in order to prevent blockage by sulfur deposition in the production string.
- the solvent flows back up through the production tubing along with the produced gases, is separated from the gas, and is recycled back to the well.
- the solvent absorbs a small amount of elemental sulfur which is produced by the wells. Since the solvent is recirculated, there is a continuous increase in its sulfur concentration.
- Dialkyl disulfides, alkyl sulfides, polysulfides, benzene, toluene, spindle oil, and the like have been used as solvents for controlling sulfur deposition. In order for this process to be economical, it is desirable to remove the sulfur from the solvent so that the solvent can be recycled downhole.
- the present invention is directed to a process of removing sulfur from a stream of an organic polysulfide of high sulfur rank (such as dimethyl polysulfide) comprising
- the invention broadly is a process for the removal of sulfur from an organic polysulfide by contacting it with an aqueous solution of one or more sulfide salts and/or hydrosulfide salts of the formula Y2S or ZSH wherein Y is selected from Group IA of the Periodic Table and a member of the group NR1R2R3R4 where R1, R2, R3 and R4 are independently selected from H, and alkyl of 1-20 carbons (such as methyl, butyl, cyclohexyl, and cetyl), aryl of 6-14 carbons (such as phenyl, naphthyl, and anthracenyl), and alkylaryl of 7-34 carbons (such as tolyl, dodecylphenyl, cetylphenyl, butylnap
- Z is selected from Y and Group IIA of the Periodic Table.
- the reaction is carried out in a multi-stage, direct contact, countercurrent, continuous flow reactor system such that said aqueous sulfide salt and/or hydrosulfide salt chemically reacts with said organic polysulfide to give an aqueous polysulfide solution and an organic polysulfide of lower sulfur rank, i.e., a polysulfide wherein fewer sulfur atoms are present in each polysulfide molecule.
- the chemical reaction is depicted by the following equation (1): R ⁇ SS p SR ⁇ + nY2S ⁇ R ⁇ SS (p-q) SR ⁇ + nYSS q/n Y (1) where p>0 and q ⁇ p.
- Temperature and pressure do not materially affect the performance of the process while operation at ambient conditions is preferred.
- Key parameters which must be considered are the choice and concentration of the aqueous stripping solution, period of contact, and the molar ratio of the sulfide salt and/or hydrosulfide salt to recoverable sulfur in the organic polysulfide.
- the recoverable sulfur is the sulfur above rank two that is chemically incorporated into the organic polysulfide.
- FIG 1 is a schematic flowsheet illustrating a system for sulfur removal from a sour gas well.
- sulfur often forms deposits that may plug the well and interrupt production. Such deposits may be removed by introducing a solvent for sulfur (such as dimethyl disulfide) downhole via line 101, optionally in the presence of a catalyst such as dimethyl formamide and sodium hydrosulfide, as is well known in the art.
- Riser pipe 102 delivers the gas and organic polysulfide (formed by reaction of the sulfur with the dimethyl disulfide) from the well bottom to separator 103 where the gas is removed from the organic polysulfide.
- the gas (which is usually a mixture largely of methane, hydrogen sulfide, and carbon dioxide) is treated to separate the components and to convert the hydrogen sulfide to elemental sulfur via the well known Claus technology.
- the organic polysulfide is passed via line 104 to multi-stage stripping reactor represented schematically at 105 to separate elemental sulfur from the dimethyl disulfide which is returned to the well via line 106 for reuse in well 100.
- Make-up dimethyl disulfide (and optionally catalyst) at 107 (DMDS) may be added to the regenerated dimethyl disulfide to replace materials lost in processing.
- An aqueous stripping solution (such as sodium sulfide) is added to reactor 105 in a countercurrent flow via line 111 and as it passes through and reacts with the polysulfide in reactor 105 its sulfur content increases.
- the sulfur-laden aqueous stripping solution is discharged via line 108.
- the sulfur is removed in sulfur recovery system 109 and the aqueous stripping solution may be returned via line 111 to reactor 105.
- Make-up stripping solution at 110 may be added to the recycled stripping solution in line 111 to replace material lost in processing.
- the multi-stage countercurrent flow reactor 105 may be in the form of a vertical multistage column 200 as shown in FIG. 2 which has separate stages therein with distributors 201, redistributor plates 202, agitators 203, and packing 204 for ultimate countercurrent flow direct contact and separation.
- the organic polysulfide phase is pumped into the bottom of the multistage column via line 104 while the fresh aqueous stripping solution via line 111 flows into the top of Column 200.
- the aqueous stripping solution is evenly distributed cross-sectionally with the aid of a distributor 201 where the aqueous stripping solution starts to contact the sulfur-laden organic phase which has a relatively lower sulfur content at the top as compared to the bottom.
- the driving potential i.e., the tendency of the chemical reaction of equation (1) to proceed from left to right
- the "foreign sulfur” is the recoverable sulfur which has been transferred from the organic phase to the aqueous stripping phase.
- the aqueous stripping solution and the organic phase are passing each other countercurrently in the packing section 204.
- the packing section 204 is essential to phase separation.
- the aqueous stripping solution flows through a redistributor 202 into an agitation section where both phases are stirred and mixed by agitator 203.
- the agitation speed is controlled and the space is reserved between the redistributor 202 and the agitator 203 such that the continuous upward and downward flows are maintained.
- the aqueous stripping solution continues to flow through the next stage including a redistributor, an agitation zone, a packing zone, and a redistributor.
- a number of stages can be added hereafter depending on the process needs.
- the aqueous stripping solution with a high foreign sulfur loading reaches the bottom of the column 200 where the recoverable sulfur content in the organic phase is the highest throughout the column.
- a driving potential still exists between the aqueous stripping solution and the organic phase because of the relative concentration of sulfur in the two liquids.
- the sulfur-laden aqueous stripping solution is discharged from the bottom of the column via line 108 for disposal or optionally for further treatment.
- the organic phase has a flow pattern similar to the aqueous stripping solution except the organic phase flows upward. If the density of the organic phase is heavier than that of the aqueous stripping solution, the above-mentioned flow pattern will be reversed.
- each stage also can be in the form of a separate reactor tank 301, 305, 309, 313 with a stirrer therein and a conduit 302, 306, 310, 314 connecting each reactor tank to a separate phase separator tank 303, 307, 311, 315 where each stage is connected in series such that the organic phase from the first separator 303 will go directly into the second stage reactor tank 305 via line 304 and the organic phase from the second separator 307 should go into reactor tank 309 of the third stage via line 308 and so on and so forth until the organic phase from final separator 315 is the regenerated (i.e., lower rank sulfur content polysulfide) product via line 106; and the stripping solution from each separator 307, 311, 315 is returned via lines 318, 317, 316 to the previous reactor stage 301, 305, 309 to be the stripping solution therein.
- the regenerated (i.e., lower rank sulfur content polysulfide) product via line 106
- stage 313 fresh stripping solution is added thereto via line 111 to flow countercurrently to and react with the organic polysulfide and thereafter to follow the flow pattern described above.
- Aqueous stripping solution containing foreign sulfur is removed from separator 303 via line 108 to be disposed of or to optionally be sent to a sulfur recovery system 109 where sulfur is removed from the aqueous stripping solution; the aqueous stripping solution may then be returned to reactor 313 via line 111.
- the density of the organic phase is heavier than that of the aqueous stripping solution, the above-mentioned flow pattern will be reversed.
- the preferred number of stages in either system is a function of the degree of regeneration and recovery required; in most cases, two stages are sufficient.
- sodium sulfide in water is preferred, preferably at a concentration of between 10 weight percent and the saturation concentration of sodium sulfide at the operating temperature of the system.
- the preferred reaction times (defined as the total liquid volume flow rate of the organic and aqueous phases divided by the sum of the available reaction volumes in the reactors) range from 5 to 120 minutes; generally the operation is complete in 30 minutes. At contact times shorter than 5 minutes regeneration is insufficient while contact times longer than 120 minutes do not result in significantly improved regeneration.
- the molar ratio of the sulfide salt and/or hydrosulfide salt in the aqueous solution to the recoverable sulfur in the organic polysulfide may range from 0.10 to 0.70; the preferred range is 0.20 to 0.40. Using R values below 0.10 result in incomplete regeneration while using R values above 0.70 result in decreased recovery of the organic polysulfide.
- the organic polysulfide does not have to originate from the downhole cleaning of a sour gas well.
- the disulfides are frequently separated from their co-produced polysulfides by distillation.
- higher organic disulfides e.g., butyl, hexyl, nonyl, etc.
- dimethyl polysulfide containing 25.9 weight % recoverable sulfur was reacted with a 17% aqueous solution of sodium sulfide in a continuous, countercurrent flow, direct contact two-stage system for a total of 5 minutes in the system.
- the molar ratio of the sodium sulfide to recoverable sulfur was 0.30. Values of 61% regeneration of the organic dimethyl disulfide and 92% recovery of the dimethyl disulfide were obtained.
- Percent regeneration and percent recovery are defined as follows: where S R is the sulfur that has been chemically incorporated into the organic polysulfide.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Treating Waste Gases (AREA)
- Extraction Or Liquid Replacement (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Abstract
Description
- In deep sour gas wells, a solvent may be pumped down the annulus between the well casing and the production tubing in order to prevent blockage by sulfur deposition in the production string. The solvent flows back up through the production tubing along with the produced gases, is separated from the gas, and is recycled back to the well. As the solvent circulates, it absorbs a small amount of elemental sulfur which is produced by the wells. Since the solvent is recirculated, there is a continuous increase in its sulfur concentration. Dialkyl disulfides, alkyl sulfides, polysulfides, benzene, toluene, spindle oil, and the like have been used as solvents for controlling sulfur deposition. In order for this process to be economical, it is desirable to remove the sulfur from the solvent so that the solvent can be recycled downhole.
- Many processes in the prior art are known for the extraction of dissolved sulfur from solvents. U.S. Patents 3,474,028, 3,489,677, 3,617,529, 3,748,827, 4,018,572, and 4,230,184 disclose the use of alkali metal and ammonium hydrosulfides and sulfides to remove dissolved sulfur from mineral oils. The publication of Dowling, Lesage, and Hyne ("Regeneration of Loaded Dimethyl Disulfide Based Sulfur Solvents", Alberta Sulfur Research Limited Quarterly Bulletin, Vol. XXI, No. 3 & 4, pp.30-52, October 1984 - March 1985) discloses the regeneration of dimethyl disulfide by stripping sulfur from dimethyl polysulfide in a batch operation with alkali metal and ammonium hydrosulfides and sulfides, preferably sodium sulfide. None of the above prior art references discloses the instant invention of a continuous multistage countercurrent flow reaction system.
- The present invention is directed to a process of removing sulfur from a stream of an organic polysulfide of high sulfur rank (such as dimethyl polysulfide) comprising
- (a) continuously contacting said stream of organic polysulfide with a countercurrent stream of an immiscible aqueous stripping solution of at least one metallic sulfide or hydrosulfide salt (such as sodium sulfide) said continuous contacting occurring by mixing said streams in at least two, successive, multi-stage, direct contact-reaction zones to form at each such successive stage an aqueous phase of increased sulfur content and an organic phase containing a polysulfide of lower sulfur rank,
- (b) separating said aqueous and organic streams between each direct contact-reaction zone, and thereafter directing each stream to a different zone until all zones of the system are traversed, said aqueous stream always being directed to that zone to which a polysulfide of sulfur rank higher than that in the zone already traversed is present,
- (c) recovering the polysulfide of low sulfur rank after traversal of the last zone by said polysulfide, and
- (d) optionally discarding said aqueous stream or recovering sulfur by precipitation from said aqueous stream after traversal of the last zone.
-
- FIG 1 is a flow sheet of a process for removing sulfur from a sour gas well.
- FIG 2 illustrates a multi-stage countercurrent flow vertical column useful in the process of the present invention.
- FIG 3 is a flow sheet of a process for removing sulfur from a dimethyl polysulfide using a series of reactor tanks and separators in the sulfur removal process.
- Although the process is illustrated herein by dimethyl polysulfide as the sulfur bearing organic component requiring desulfurization and aqueous sodium sulfide as the stripping solution, the invention broadly is a process for the removal of sulfur from an organic polysulfide by contacting it with an aqueous solution of one or more sulfide salts and/or hydrosulfide salts of the formula Y₂S or ZSH wherein Y is selected from Group IA of the Periodic Table and a member of the group NR₁R₂R₃R₄ where R₁, R₂, R₃ and R₄ are independently selected from H, and alkyl of 1-20 carbons (such as methyl, butyl, cyclohexyl, and cetyl), aryl of 6-14 carbons (such as phenyl, naphthyl, and anthracenyl), and alkylaryl of 7-34 carbons (such as tolyl, dodecylphenyl, cetylphenyl, butylnaphthyl, and butylanthracenyl). Z is selected from Y and Group IIA of the Periodic Table. The reaction is carried out in a multi-stage, direct contact, countercurrent, continuous flow reactor system such that said aqueous sulfide salt and/or hydrosulfide salt chemically reacts with said organic polysulfide to give an aqueous polysulfide solution and an organic polysulfide of lower sulfur rank, i.e., a polysulfide wherein fewer sulfur atoms are present in each polysulfide molecule. The chemical reaction is depicted by the following equation (1):
RʹSSpSRʹ + nY₂S → RʹSS(p-q)SRʹ + nYSSq/nY (1)
where p>0 and q≦p. - Temperature and pressure do not materially affect the performance of the process while operation at ambient conditions is preferred. Key parameters which must be considered are the choice and concentration of the aqueous stripping solution, period of contact, and the molar ratio of the sulfide salt and/or hydrosulfide salt to recoverable sulfur in the organic polysulfide. The recoverable sulfur is the sulfur above rank two that is chemically incorporated into the organic polysulfide. These parameters are constrained by the requirement that the difference in the densities of the organic and aqueous phases in each separation zone be sufficient to allow efficient phase separation.
- FIG 1 is a schematic flowsheet illustrating a system for sulfur removal from a sour gas well. In the processing of a sour gas well 100, sulfur often forms deposits that may plug the well and interrupt production. Such deposits may be removed by introducing a solvent for sulfur (such as dimethyl disulfide) downhole via
line 101, optionally in the presence of a catalyst such as dimethyl formamide and sodium hydrosulfide, as is well known in the art.Riser pipe 102 delivers the gas and organic polysulfide (formed by reaction of the sulfur with the dimethyl disulfide) from the well bottom toseparator 103 where the gas is removed from the organic polysulfide. The gas (which is usually a mixture largely of methane, hydrogen sulfide, and carbon dioxide) is treated to separate the components and to convert the hydrogen sulfide to elemental sulfur via the well known Claus technology. The organic polysulfide is passed vialine 104 to multi-stage stripping reactor represented schematically at 105 to separate elemental sulfur from the dimethyl disulfide which is returned to the well vialine 106 for reuse in well 100. Make-up dimethyl disulfide (and optionally catalyst) at 107 (DMDS) may be added to the regenerated dimethyl disulfide to replace materials lost in processing. An aqueous stripping solution (such as sodium sulfide) is added toreactor 105 in a countercurrent flow vialine 111 and as it passes through and reacts with the polysulfide inreactor 105 its sulfur content increases. The sulfur-laden aqueous stripping solution is discharged vialine 108. Optionally, the sulfur is removed insulfur recovery system 109 and the aqueous stripping solution may be returned vialine 111 toreactor 105. Make-up stripping solution at 110 may be added to the recycled stripping solution inline 111 to replace material lost in processing. - The multi-stage
countercurrent flow reactor 105 may be in the form of a vertical multistage column 200 as shown in FIG. 2 which has separate stages therein withdistributors 201,redistributor plates 202,agitators 203, and packing 204 for ultimate countercurrent flow direct contact and separation. The organic polysulfide phase is pumped into the bottom of the multistage column vialine 104 while the fresh aqueous stripping solution vialine 111 flows into the top of Column 200. The aqueous stripping solution is evenly distributed cross-sectionally with the aid of adistributor 201 where the aqueous stripping solution starts to contact the sulfur-laden organic phase which has a relatively lower sulfur content at the top as compared to the bottom. Since the foreign sulfur content in the aqueous stripping solution is almost zero at the top of the column, the driving potential (i.e., the tendency of the chemical reaction of equation (1) to proceed from left to right) for transferring the residual recoverable sulfur from the organic phase to the aqueous phase is expected to be reasonably high. The "foreign sulfur" is the recoverable sulfur which has been transferred from the organic phase to the aqueous stripping phase. - Thereafter, the aqueous stripping solution and the organic phase are passing each other countercurrently in the
packing section 204. Thepacking section 204 is essential to phase separation. After the packing section, the aqueous stripping solution flows through aredistributor 202 into an agitation section where both phases are stirred and mixed byagitator 203. The agitation speed is controlled and the space is reserved between theredistributor 202 and theagitator 203 such that the continuous upward and downward flows are maintained. The aqueous stripping solution continues to flow through the next stage including a redistributor, an agitation zone, a packing zone, and a redistributor. A number of stages can be added hereafter depending on the process needs. - Finally, the aqueous stripping solution with a high foreign sulfur loading reaches the bottom of the column 200 where the recoverable sulfur content in the organic phase is the highest throughout the column. At this point, a driving potential still exists between the aqueous stripping solution and the organic phase because of the relative concentration of sulfur in the two liquids. The sulfur-laden aqueous stripping solution is discharged from the bottom of the column via
line 108 for disposal or optionally for further treatment. - The organic phase has a flow pattern similar to the aqueous stripping solution except the organic phase flows upward. If the density of the organic phase is heavier than that of the aqueous stripping solution, the above-mentioned flow pattern will be reversed.
- In the embodiment of FIG 3, each stage also can be in the form of a
separate reactor tank 301, 305, 309, 313 with a stirrer therein and aconduit phase separator tank first separator 303 will go directly into the second stage reactor tank 305 via line 304 and the organic phase from thesecond separator 307 should go into reactor tank 309 of the third stage vialine 308 and so on and so forth until the organic phase fromfinal separator 315 is the regenerated (i.e., lower rank sulfur content polysulfide) product vialine 106; and the stripping solution from eachseparator lines stage 313 fresh stripping solution is added thereto vialine 111 to flow countercurrently to and react with the organic polysulfide and thereafter to follow the flow pattern described above. Aqueous stripping solution containing foreign sulfur is removed fromseparator 303 vialine 108 to be disposed of or to optionally be sent to asulfur recovery system 109 where sulfur is removed from the aqueous stripping solution; the aqueous stripping solution may then be returned toreactor 313 vialine 111. Obviously, if the density of the organic phase is heavier than that of the aqueous stripping solution, the above-mentioned flow pattern will be reversed. - The preferred number of stages in either system is a function of the degree of regeneration and recovery required; in most cases, two stages are sufficient.
- Among the sulfide salts and/or hydrosulfide salts suitable for use in the present invention, sodium sulfide in water is preferred, preferably at a concentration of between 10 weight percent and the saturation concentration of sodium sulfide at the operating temperature of the system.
- The preferred reaction times (defined as the total liquid volume flow rate of the organic and aqueous phases divided by the sum of the available reaction volumes in the reactors) range from 5 to 120 minutes; generally the operation is complete in 30 minutes. At contact times shorter than 5 minutes regeneration is insufficient while contact times longer than 120 minutes do not result in significantly improved regeneration.
- The molar ratio of the sulfide salt and/or hydrosulfide salt in the aqueous solution to the recoverable sulfur in the organic polysulfide (R value) may range from 0.10 to 0.70; the preferred range is 0.20 to 0.40. Using R values below 0.10 result in incomplete regeneration while using R values above 0.70 result in decreased recovery of the organic polysulfide.
- The organic polysulfide does not have to originate from the downhole cleaning of a sour gas well. In the preparation of lower organic disulfides, the disulfides are frequently separated from their co-produced polysulfides by distillation. However, it is often not feasible to purify higher organic disulfides (e.g., butyl, hexyl, nonyl, etc.) by distillation because of decomposition and the process of this invention can be employed to produce higher organic disulfides from their respective polysulfides.
- Employing the system of Figure 3 dimethyl polysulfide containing 25.9 weight % recoverable sulfur was reacted with a 17% aqueous solution of sodium sulfide in a continuous, countercurrent flow, direct contact two-stage system for a total of 5 minutes in the system. The molar ratio of the sodium sulfide to recoverable sulfur was 0.30. Values of 61% regeneration of the organic dimethyl disulfide and 92% recovery of the dimethyl disulfide were obtained.
- For the sake of comparison, the same experiment was repeated except that a continuous single stage system was used in place of the multi-stage, countercurrent flow, direct contact system. The molar ratio of sodium sulfide to recoverable sulfur for this experiment was 0.40. Values of 61% regeneration of the organic dimethyl disulfide and 90% recovery of the dimethyl disulfide were obtained. Thus, the countercurrent, multi-stage technique of the present invention results in a savings of 25% of sodium sulfide over a single stage system.
-
Claims (10)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT87106810T ATE65498T1 (en) | 1986-06-25 | 1987-05-11 | PROCESS AND DEVICE FOR DESULPHURIZATION OF ORGANIC POLYSULFIDES. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US878163 | 1978-02-15 | ||
US87816386A | 1986-06-25 | 1986-06-25 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0250794A1 true EP0250794A1 (en) | 1988-01-07 |
EP0250794B1 EP0250794B1 (en) | 1991-07-24 |
Family
ID=25371509
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP87106810A Expired - Lifetime EP0250794B1 (en) | 1986-06-25 | 1987-05-11 | Process and apparatus for desulfurizing organic polysulfides |
Country Status (15)
Country | Link |
---|---|
EP (1) | EP0250794B1 (en) |
JP (1) | JPS6361022A (en) |
CN (1) | CN1014238B (en) |
AR (1) | AR245441A1 (en) |
AT (1) | ATE65498T1 (en) |
AU (1) | AU597060B2 (en) |
BR (1) | BR8703193A (en) |
CA (1) | CA1319154C (en) |
DE (1) | DE3771593D1 (en) |
DK (1) | DK320887A (en) |
ES (1) | ES2023849B3 (en) |
GR (1) | GR3002359T3 (en) |
IN (1) | IN166847B (en) |
MX (1) | MX168971B (en) |
NO (1) | NO166000C (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0267471A1 (en) * | 1986-10-27 | 1988-05-18 | ATOCHEM NORTH AMERICA, INC. (a Pennsylvania corp.) | Apparatus for removing sulfur from organic polysulfides |
EP0399185A1 (en) * | 1989-05-26 | 1990-11-28 | Atochem North America, Inc. | Process for removing sulfur from organic sulfides |
EP0559973A1 (en) * | 1989-11-13 | 1993-09-15 | Ethyl Petroleum Additives, Inc. | Reducing copper corrosiveness of organic polysulfides |
US6939444B2 (en) * | 2001-06-14 | 2005-09-06 | Rohm And Haas Company | Sulfur-bearing residue treatment system |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU655799B2 (en) * | 1992-03-10 | 1995-01-12 | Ethyl Petroleum Additives, Inc. | Reducing copper corrosiveness of organic polysulfides |
JP7215199B2 (en) * | 2018-02-06 | 2023-01-31 | 日本製鉄株式会社 | Separation method, hydrophilic particle recovery method, and hydrophobic particle recovery method |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4230184A (en) * | 1978-12-01 | 1980-10-28 | Shell Oil Company | Sulfur extraction method |
FR2579203A1 (en) * | 1985-03-25 | 1986-09-26 | Elf Aquitaine | PROCESS FOR DEGRADING ALKYL POLYSULFIDES TO LOWER SULFUR ROD POLYSULFIDES |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3489677A (en) * | 1967-11-20 | 1970-01-13 | Shell Oil Co | Removal of elemental sulfur contaminants from petroleum oils |
US3617529A (en) * | 1969-03-17 | 1971-11-02 | Shell Oil Co | Removal of elemental sulfur contaminants from petroleum oils |
-
1987
- 1987-05-08 AU AU72652/87A patent/AU597060B2/en not_active Ceased
- 1987-05-11 EP EP87106810A patent/EP0250794B1/en not_active Expired - Lifetime
- 1987-05-11 DE DE8787106810T patent/DE3771593D1/en not_active Expired - Fee Related
- 1987-05-11 AT AT87106810T patent/ATE65498T1/en active
- 1987-05-11 ES ES87106810T patent/ES2023849B3/en not_active Expired - Lifetime
- 1987-05-14 IN IN386/CAL/87A patent/IN166847B/en unknown
- 1987-05-25 CA CA000537846A patent/CA1319154C/en not_active Expired - Fee Related
- 1987-06-05 JP JP62140145A patent/JPS6361022A/en active Pending
- 1987-06-24 DK DK320887A patent/DK320887A/en not_active Application Discontinuation
- 1987-06-24 MX MX007065A patent/MX168971B/en unknown
- 1987-06-24 BR BR8703193A patent/BR8703193A/en active Search and Examination
- 1987-06-24 NO NO872648A patent/NO166000C/en unknown
- 1987-06-25 AR AR87307967A patent/AR245441A1/en active
- 1987-06-25 CN CN87104470A patent/CN1014238B/en not_active Expired
-
1991
- 1991-07-25 GR GR91400393T patent/GR3002359T3/en unknown
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4230184A (en) * | 1978-12-01 | 1980-10-28 | Shell Oil Company | Sulfur extraction method |
FR2579203A1 (en) * | 1985-03-25 | 1986-09-26 | Elf Aquitaine | PROCESS FOR DEGRADING ALKYL POLYSULFIDES TO LOWER SULFUR ROD POLYSULFIDES |
Non-Patent Citations (1)
Title |
---|
HOUBEN-WEYL: "Methoden der organischen Chemie", 1955, edition 4, vol. IX, "Schwefel-, Selen-, TellurVerbindungen", pages 87-92, editor Eugen Müller, Georg Thieme Verlag, Stuttgart, DE; "Herstellung und Umwandlung von Polysulfiden" * |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0267471A1 (en) * | 1986-10-27 | 1988-05-18 | ATOCHEM NORTH AMERICA, INC. (a Pennsylvania corp.) | Apparatus for removing sulfur from organic polysulfides |
EP0399185A1 (en) * | 1989-05-26 | 1990-11-28 | Atochem North America, Inc. | Process for removing sulfur from organic sulfides |
EP0559973A1 (en) * | 1989-11-13 | 1993-09-15 | Ethyl Petroleum Additives, Inc. | Reducing copper corrosiveness of organic polysulfides |
US6939444B2 (en) * | 2001-06-14 | 2005-09-06 | Rohm And Haas Company | Sulfur-bearing residue treatment system |
US7442348B2 (en) | 2001-06-14 | 2008-10-28 | Rohm And Haas Company | Sulfur-bearing residue treatment system |
Also Published As
Publication number | Publication date |
---|---|
NO872648D0 (en) | 1987-06-24 |
NO166000C (en) | 1991-05-15 |
NO872648L (en) | 1987-12-28 |
MX168971B (en) | 1993-06-16 |
IN166847B (en) | 1990-07-28 |
GR3002359T3 (en) | 1992-12-30 |
ATE65498T1 (en) | 1991-08-15 |
CA1319154C (en) | 1993-06-15 |
EP0250794B1 (en) | 1991-07-24 |
AR245441A1 (en) | 1994-01-31 |
JPS6361022A (en) | 1988-03-17 |
NO166000B (en) | 1991-02-04 |
AU597060B2 (en) | 1990-05-24 |
ES2023849B3 (en) | 1992-02-16 |
CN87104470A (en) | 1988-01-20 |
AU7265287A (en) | 1988-01-07 |
DK320887A (en) | 1987-12-26 |
DK320887D0 (en) | 1987-06-24 |
CN1014238B (en) | 1991-10-09 |
BR8703193A (en) | 1988-03-08 |
DE3771593D1 (en) | 1991-08-29 |
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